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Custom built by Mattera Construction, this exceptional home offers over 11,000 sq ft+/- of refined living on 1.3 private acres in the highly sought-after Sturges Commons neighborhood, known for its strong sense of community and block gatherings. Recently enhanced w/ a brand-new, top-of-the-line cedar wood roof, the home blends timeless craftsmanship w/ modern luxury. The main level is ideal for both elegant entertaining & everyday living, featuring a chef's kitchen with Wolf/Subzero appliances, an inviting family room w/ fireplace, a richly detailed library w/ custom cabinetry, a gracious living room, & large sun filled dining room that can comfortably accommodate 12. Upstairs, the luxurious primary suite features architectural ceilings, fireplace, a stunning dressing room, a spa-like bath, & private study. Four additional en-suite bedrooms & a second family room complete the level. The third floor offers a large playroom w/ a walk-in closet & full bath. The walk-out lower level delivers exceptional recreation w/ a private theater, gym, & multiple spaces for games, crafts, & entertaining. Outdoor living rivals a resort, featuring a pool w/ spa, covered terrace w/ fireplace, outdoor kitchen w/ BBQ, & a full-size sport court. A rare opportunity to own a thoughtfully designed home offering scale, comfort, & lifestyle in one of Westport's most desirable neighborhoods. Minutes from all amenities yet situated on a lot with exceptional privacy, this home is not to be missed!

6 Beds ⋅ 9 Baths ⋅ 24146477 MLS

Custom built by Mattera Construction, this exceptional home offers over 11,000 sq ft+/- of refined living on 1.3 private acres in the highly sought-after Sturges Commons neighborhood, known for its strong sense of community and block gatherings. Recently enhanced w/ a brand-new, top-of-the-line cedar wood roof, the home blends timeless craftsmanship w/ modern luxury. The main level is ideal for both elegant entertaining & everyday living, featuring a chef's kitchen with Wolf/Subzero appliances, an inviting family room w/ fireplace, a richly detailed library w/ custom cabinetry, a gracious living room, & large sun filled dining room that can comfortably accommodate 12. Upstairs, the luxurious primary suite features architectural ceilings, fireplace, a stunning dressing room, a spa-like bath, & private study. Four additional en-suite bedrooms & a second family room complete the level. The third floor offers a large playroom w/ a walk-in closet & full bath. The walk-out lower level delivers exceptional recreation w/ a private theater, gym, & multiple spaces for games, crafts, & entertaining. Outdoor living rivals a resort, featuring a pool w/ spa, covered terrace w/ fireplace, outdoor kitchen w/ BBQ, & a full-size sport court. A rare opportunity to own a thoughtfully designed home offering scale, comfort, & lifestyle in one of Westport's most desirable neighborhoods. Minutes from all amenities yet situated on a lot with exceptional privacy, this home is not to be missed!

29 Sturges Commons, Westport

$5,899,000

The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/ 10-ft ceilings on the main level incl the grand LR w/modern marble fpl & DR w/architectural ceiling. Well-appointed library/home office w/built-ins, fireplace & French doors to side & rear porches. The show-stopping chef's kitchen dazzles w/custom cabinetry, marble counters & island, backsplash w/subtle bronze inlay, Sub Zero & Wolf appliances, walk-in pantry, butler's pantry to DR & sunlit dining area, flowing into the stunning fam rm w/French doors & gorgeous fireplace. Expansive rear hall w/full pool bath, mudroom w/ample storage, 3-car garage access, back stairs to 2nd & 3rd flrs. With 7 BRs, 8 full & 2 half baths, there is space for all. Luxe primary suite w/spacious BR, sitting area w/fpl, dressing rm, coffee bar, 2 incredible walk-in clsts, marble bath. Bonus rms on 2nd flr w/built-ins & 3rd flr w/climbing structure. Incredible LL w/media rm, gym, wine cellar, bar, game rm w/fpl, sauna. Resort-style property w/covered porch, pergola, firepit, outdoor kitchen & level lawns framing the 45-ft pool. Generator, Savant smart home system & much more. Impeccable & move-in ready.

7 Beds ⋅ 10 Baths ⋅ 24130004 MLS

The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/ 10-ft ceilings on the main level incl the grand LR w/modern marble fpl & DR w/architectural ceiling. Well-appointed library/home office w/built-ins, fireplace & French doors to side & rear porches. The show-stopping chef's kitchen dazzles w/custom cabinetry, marble counters & island, backsplash w/subtle bronze inlay, Sub Zero & Wolf appliances, walk-in pantry, butler's pantry to DR & sunlit dining area, flowing into the stunning fam rm w/French doors & gorgeous fireplace. Expansive rear hall w/full pool bath, mudroom w/ample storage, 3-car garage access, back stairs to 2nd & 3rd flrs. With 7 BRs, 8 full & 2 half baths, there is space for all. Luxe primary suite w/spacious BR, sitting area w/fpl, dressing rm, coffee bar, 2 incredible walk-in clsts, marble bath. Bonus rms on 2nd flr w/built-ins & 3rd flr w/climbing structure. Incredible LL w/media rm, gym, wine cellar, bar, game rm w/fpl, sauna. Resort-style property w/covered porch, pergola, firepit, outdoor kitchen & level lawns framing the 45-ft pool. Generator, Savant smart home system & much more. Impeccable & move-in ready.

9 Burr Farms Rd, Westport

$5,700,000

Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

6 Beds ⋅ 7 Baths ⋅ 24168601 MLS

Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

6 Twin Circle Dr, Westport

$5,500,000

Stunning 6 Bedroom 9600SF (including all 4 levels) Colonial in the heart of Westport. Built by Bluewater Home Builders, this stunning custom residence is situated on a private cul-de-sac in the central Hunt Club area. The traditional design boasts exceptional interior details, including soaring ceilings, beamed and coffered accents, shiplap paneling, and sleek millwork throughout all finished levels. The state-of-the-art gourmet Kitchen flows seamlessly into the grand Family Room, both opening to a covered bluestone patio featuring a fireplace, remote-controlled phantom screens, and a built-in outdoor kitchen-perfect for entertaining.The 1st floor office also opens to the peaceful yard and Patio. A 20'x45' saltwater Pool with automatic cover and sun ledge add a resort-like touch, complemented by mature landscaping, a koi pond, multiple gathering areas and a fire pit. Luxurious Primary Suite offers a soaring 11' ceilings, a fireplace, dressing/sitting room, and a marble spa bath. Five additional en-suite Bedrooms provide ample space for family and guests. The finished Lower Level includes a Game Room, Media Room with stadium seating, Gym, Wine Center and an 6th Bedroom. Finished 3rd floor offers bunk beds for sleep overs, a stage, an art area, lounge,cedar closet & abundant storage. Modern amenities include a generator and Lutron lighting system throughout. Located on a perfect acre, this home combines elegance, comfort, and convenience-just moments from all Westport amenity.

6 Beds ⋅ 9 Baths ⋅ 24131564 MLS

Stunning 6 Bedroom 9600SF (including all 4 levels) Colonial in the heart of Westport. Built by Bluewater Home Builders, this stunning custom residence is situated on a private cul-de-sac in the central Hunt Club area. The traditional design boasts exceptional interior details, including soaring ceilings, beamed and coffered accents, shiplap paneling, and sleek millwork throughout all finished levels. The state-of-the-art gourmet Kitchen flows seamlessly into the grand Family Room, both opening to a covered bluestone patio featuring a fireplace, remote-controlled phantom screens, and a built-in outdoor kitchen-perfect for entertaining.The 1st floor office also opens to the peaceful yard and Patio. A 20'x45' saltwater Pool with automatic cover and sun ledge add a resort-like touch, complemented by mature landscaping, a koi pond, multiple gathering areas and a fire pit. Luxurious Primary Suite offers a soaring 11' ceilings, a fireplace, dressing/sitting room, and a marble spa bath. Five additional en-suite Bedrooms provide ample space for family and guests. The finished Lower Level includes a Game Room, Media Room with stadium seating, Gym, Wine Center and an 6th Bedroom. Finished 3rd floor offers bunk beds for sleep overs, a stage, an art area, lounge,cedar closet & abundant storage. Modern amenities include a generator and Lutron lighting system throughout. Located on a perfect acre, this home combines elegance, comfort, and convenience-just moments from all Westport amenity.

10 Debra Ln, Westport

$5,396,000

Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large walk in closets and a private bath. 4 more en-suite Bedrooms and Baths plus a Laundry Room are also on the 2nd floor. The Lower Level boasts an additional Family Room, Gym and a Bedroom with Full Bath. The finished 3rd level offers an additional Playroom or Office plus a half bath. Custom details and finishes throughout!

6 Beds ⋅ 9 Baths ⋅ 170618303 MLS

Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large walk in closets and a private bath. 4 more en-suite Bedrooms and Baths plus a Laundry Room are also on the 2nd floor. The Lower Level boasts an additional Family Room, Gym and a Bedroom with Full Bath. The finished 3rd level offers an additional Playroom or Office plus a half bath. Custom details and finishes throughout!

19 Joann Cir, Westport

$5,036,000

Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story foyer, the generous artisan millwork, decorative accents & remarkable scale of 10 ceilings w/ character grade oak floors on main level. LR has unique modern built-ins & DR has a wall of glass. Grand in scale, the Great Room has a distinctive modern fpl, reclaimed antique wood beams that give organic authenticity, walls of glass & an open flow to breakfast rm into the kitchen, which was designed w/upgrades: full-size Sub Zero refrigerator & freezer, fully integrated Wolf cooktop & wall ovens, stunning waterfall island, cabinetry & pantry. Tucked away, arts & crafts workshop or office has a private entry & built-ins. The mudroom leads to 3-car garage & pool. Grand primary suite w/ incredible closets & lux bath. All en-suite BRs on 2nd flr. Finished 3rd floor w/ 2nd office, bonus rm & bath. The walk-out LL has 6th BR, full bath, gym, media, playroom. Quality construction, cohesive design & functional layouts are hallmarks of SIR SIGNATURE Homes.

6 Beds ⋅ 9 Baths ⋅ 24148223 MLS

Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story foyer, the generous artisan millwork, decorative accents & remarkable scale of 10 ceilings w/ character grade oak floors on main level. LR has unique modern built-ins & DR has a wall of glass. Grand in scale, the Great Room has a distinctive modern fpl, reclaimed antique wood beams that give organic authenticity, walls of glass & an open flow to breakfast rm into the kitchen, which was designed w/upgrades: full-size Sub Zero refrigerator & freezer, fully integrated Wolf cooktop & wall ovens, stunning waterfall island, cabinetry & pantry. Tucked away, arts & crafts workshop or office has a private entry & built-ins. The mudroom leads to 3-car garage & pool. Grand primary suite w/ incredible closets & lux bath. All en-suite BRs on 2nd flr. Finished 3rd floor w/ 2nd office, bonus rm & bath. The walk-out LL has 6th BR, full bath, gym, media, playroom. Quality construction, cohesive design & functional layouts are hallmarks of SIR SIGNATURE Homes.

125 Old Rd, Westport

$4,500,000

Perfect Colonial o 4 finished levels with flat and private yard

5 Beds ⋅ 8 Baths ⋅ 24166340 MLS

Perfect Colonial o 4 finished levels with flat and private yard

4 Peach Ace, Unit LOT PL, Westport

$4,400,000

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

6 Beds ⋅ 6 Baths ⋅ 24186465 MLS

Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

48 Bayberry Ln, Westport

$4,310,811

The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed with versatility in mind, offering bright, open-concept living and dining spaces perfect for gathering, along with a quieter wing with two bedrooms and a lounge. Upstairs, you'll find the luxurious primary suite with dressing room, sleek bath, corner fireplace and deck access, an additional en suite bedroom, a dedicated office, and a home gym. And then there's the outdoors-a true haven for both relaxation and recreation. Expansive decks on multiple layers, and a sparkling salt water pool set the stage for enjoying the company of family and friends, while the sport court adds extra fun. The professionally designed landscaping and lighting bring the spaces to another level. Located on a quiet cul-de-sac right in the center of town, this special home is close to town, schools, shopping and dining!

4 Beds ⋅ 5 Baths ⋅ 24170859 MLS

The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed with versatility in mind, offering bright, open-concept living and dining spaces perfect for gathering, along with a quieter wing with two bedrooms and a lounge. Upstairs, you'll find the luxurious primary suite with dressing room, sleek bath, corner fireplace and deck access, an additional en suite bedroom, a dedicated office, and a home gym. And then there's the outdoors-a true haven for both relaxation and recreation. Expansive decks on multiple layers, and a sparkling salt water pool set the stage for enjoying the company of family and friends, while the sport court adds extra fun. The professionally designed landscaping and lighting bring the spaces to another level. Located on a quiet cul-de-sac right in the center of town, this special home is close to town, schools, shopping and dining!

5 Marc Ln, Westport

$4,275,000

Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues, designer lighting, gourmet appliances and spacious layout. Arched doorways grace a holiday-sized dining room with full wet bar, adjoined by the awe-inspiring living room with serene backyard views and beautiful wood burning fireplace. Convenient first floor guest bedroom and full bath. The large and open primary suite showcases a breath-taking cathedral ceiling and spa-like setting. The walkout basement includes 9' ceilings, an au pair's bedroom and full bath, a generous amount of multi-functional space, a large gym, plus room for a home theater, game room or bar area. Oversized doors open to a large patio overlooking the heated gunite pool, adjoining bluestone patios and outdoor fireplace - surrounded by flat lawn, mature trees, colorful plantings and full fence enclosure. Three-car garage has ample room for storage.

6 Beds ⋅ 6 Baths ⋅ 24102968 MLS

Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues, designer lighting, gourmet appliances and spacious layout. Arched doorways grace a holiday-sized dining room with full wet bar, adjoined by the awe-inspiring living room with serene backyard views and beautiful wood burning fireplace. Convenient first floor guest bedroom and full bath. The large and open primary suite showcases a breath-taking cathedral ceiling and spa-like setting. The walkout basement includes 9' ceilings, an au pair's bedroom and full bath, a generous amount of multi-functional space, a large gym, plus room for a home theater, game room or bar area. Oversized doors open to a large patio overlooking the heated gunite pool, adjoining bluestone patios and outdoor fireplace - surrounded by flat lawn, mature trees, colorful plantings and full fence enclosure. Three-car garage has ample room for storage.

86 Old Rd, Westport

$4,199,000

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous landscaped oasis. This home is for those who value both grand-scale entertaining and quiet everyday comforts. It's conveniently located to all town amenities, trendy downtown dining, and transportation hubs, while still maintaining the privacy of country living.

5 Beds ⋅ 6 Baths ⋅ 24168021 MLS

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous landscaped oasis. This home is for those who value both grand-scale entertaining and quiet everyday comforts. It's conveniently located to all town amenities, trendy downtown dining, and transportation hubs, while still maintaining the privacy of country living.

1 Greystone Farm Ln, Westport

$4,000,000

We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open kitchen/family room is a wonderful place to cook, eat and live. It's bathed in natural light and features top-of-the-line appliances including two dishwashers, Thermador wine column, Elkay water dispenser and ultra convenient 2-drawer refrigerator in the scullery. The back of the house opens to a large wrap-around patio accessed from the kitchen eating area as well as the private office, all overlooking a beautiful yard and Signature pool. Once upstairs the Primary bedroom suite steals the show! Bright and airy with a cozy fireplace, huge closet and luxurious bath. Lots more to talk about like the spacious laundry room outfitted with two sets of stack washer/dryers or the lower-level gym with glass doors, or the pool cabana bath with changing area. The list goes on! Come see for yourself.

7 Beds ⋅ 9 Baths ⋅ 24176785 MLS

We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open kitchen/family room is a wonderful place to cook, eat and live. It's bathed in natural light and features top-of-the-line appliances including two dishwashers, Thermador wine column, Elkay water dispenser and ultra convenient 2-drawer refrigerator in the scullery. The back of the house opens to a large wrap-around patio accessed from the kitchen eating area as well as the private office, all overlooking a beautiful yard and Signature pool. Once upstairs the Primary bedroom suite steals the show! Bright and airy with a cozy fireplace, huge closet and luxurious bath. Lots more to talk about like the spacious laundry room outfitted with two sets of stack washer/dryers or the lower-level gym with glass doors, or the pool cabana bath with changing area. The list goes on! Come see for yourself.

20 Fresenius Rd, Westport

$3,499,999

Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom finishes and high-end craftsmanship that define this exceptional home. The kitchen is a true showpiece, designed for both everyday living and entertaining. Full custom inset cabinetry and professional appliances, sleek quartz countertops and double oversized center islands provide plenty of prep space and seating. On the exterior, the home is clad in classic hardy board, an expansive outdoor kitchen, and elaborate stone detail with plenty of room for a pool, spa, or however you wish to complete your outdoor oasis. At the end of a quiet cup-de-sac, yet situated in a prime Westport location close to schools, beaches, shopping, and commuting options, this new construction offers everything you need in a forever home-modern comfort, classic style, and room to grow. Pool/spa included for $4,399,000

6 Beds ⋅ 6 Baths ⋅ 24114691 MLS

Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom finishes and high-end craftsmanship that define this exceptional home. The kitchen is a true showpiece, designed for both everyday living and entertaining. Full custom inset cabinetry and professional appliances, sleek quartz countertops and double oversized center islands provide plenty of prep space and seating. On the exterior, the home is clad in classic hardy board, an expansive outdoor kitchen, and elaborate stone detail with plenty of room for a pool, spa, or however you wish to complete your outdoor oasis. At the end of a quiet cup-de-sac, yet situated in a prime Westport location close to schools, beaches, shopping, and commuting options, this new construction offers everything you need in a forever home-modern comfort, classic style, and room to grow. Pool/spa included for $4,399,000

13 Terhune Dr, Westport

$3,400,000

Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level, highlighted by custom oak beam detailing and expansive windows that fill the home with natural light. The thoughtfully designed open floor plan is ideal for both everyday living and effortless entertaining. The chef's kitchen features custom SIR cabinetry, premium Thermador appliances, and a fully appointed larder with wet bar, wine cooler, and floor-to-ceiling storage-perfectly tailored for both function and style. The living room opens through sliding glass doors to a granite patio and spacious, level backyard, creating a seamless indoor-outdoor connection. Add'l main-level highlights include a private office with custom built-ins, formal LR, and a well-designed mudroom for everyday convenience. Upstairs, 5 generously sized BDRMs include a luxurious primary suite w/ a vaulted, beamed ceiling, fireplace, dual walk-in closets, and a spa-inspired bath designed for relaxation. The finished walk-out lower level offers exceptional versatility, complete w/ 6th BDRM, full bath, media room, gym, and custom built-ins w/ref drawers-ideal for guests,recreation, or extended living.

6 Beds ⋅ 6 Baths ⋅ 24169947 MLS

Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level, highlighted by custom oak beam detailing and expansive windows that fill the home with natural light. The thoughtfully designed open floor plan is ideal for both everyday living and effortless entertaining. The chef's kitchen features custom SIR cabinetry, premium Thermador appliances, and a fully appointed larder with wet bar, wine cooler, and floor-to-ceiling storage-perfectly tailored for both function and style. The living room opens through sliding glass doors to a granite patio and spacious, level backyard, creating a seamless indoor-outdoor connection. Add'l main-level highlights include a private office with custom built-ins, formal LR, and a well-designed mudroom for everyday convenience. Upstairs, 5 generously sized BDRMs include a luxurious primary suite w/ a vaulted, beamed ceiling, fireplace, dual walk-in closets, and a spa-inspired bath designed for relaxation. The finished walk-out lower level offers exceptional versatility, complete w/ 6th BDRM, full bath, media room, gym, and custom built-ins w/ref drawers-ideal for guests,recreation, or extended living.

3 Bowling Ln, Westport

$3,352,000

In Westport's coveted Long Lots neighborhood, this residence makes a striking first impression, set back in quiet privacy behind mature trees and landscaped grounds. Reimagined and expanded in 2010, the home offers sunlit rooms of impressive scale ideal for both memorable entertaining and everyday luxury, with high-end updates and amenities at every turn. An inviting first-floor lounge with pool table provides room to gather, while the gourmet chef's kitchen showcases premium appliances, an oversized island and countertops of statuary marble, and generous prep and entertaining areas. A private suite above a 3-car garage includes gathering room with fireplace, bedroom and full bath with room for guests and home office. The park-like property unfolds as a resort-style retreat featuring a sparkling pool, patio with pizza oven, expansive sunny lawn, outdoor fireplace and beautifully terraced gardens. A no-maintenance koi pond and a greenhouse add to the rare, estate setting, and a hot tub offers year-round enjoyment. 5 bedrooms include a sumptuous primary suite with fireplace, spa bath with heated floors, steam shower, and luxe statuary marble and nickel vanity, offering a private sanctuary. Enjoy property views from the 2nd floor deck. Walk to the ALL NEW Long Lots Elementary School that's underway and 2 min to middle and high schools. It's privacy, elevated living spaces and curated outdoor living at this exceptional residence 5 minutes to train and Westport's lively downtown

5 Beds ⋅ 5 Baths ⋅ 24166818 MLS

In Westport's coveted Long Lots neighborhood, this residence makes a striking first impression, set back in quiet privacy behind mature trees and landscaped grounds. Reimagined and expanded in 2010, the home offers sunlit rooms of impressive scale ideal for both memorable entertaining and everyday luxury, with high-end updates and amenities at every turn. An inviting first-floor lounge with pool table provides room to gather, while the gourmet chef's kitchen showcases premium appliances, an oversized island and countertops of statuary marble, and generous prep and entertaining areas. A private suite above a 3-car garage includes gathering room with fireplace, bedroom and full bath with room for guests and home office. The park-like property unfolds as a resort-style retreat featuring a sparkling pool, patio with pizza oven, expansive sunny lawn, outdoor fireplace and beautifully terraced gardens. A no-maintenance koi pond and a greenhouse add to the rare, estate setting, and a hot tub offers year-round enjoyment. 5 bedrooms include a sumptuous primary suite with fireplace, spa bath with heated floors, steam shower, and luxe statuary marble and nickel vanity, offering a private sanctuary. Enjoy property views from the 2nd floor deck. Walk to the ALL NEW Long Lots Elementary School that's underway and 2 min to middle and high schools. It's privacy, elevated living spaces and curated outdoor living at this exceptional residence 5 minutes to train and Westport's lively downtown

119 Long Lots Rd, Westport

$3,250,000

A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an architecturally striking double-sided floor-to-ceiling fireplace, and a show-stopping gourmet kitchen outfitted with premier appliances and custom millwork. A finished lower level extends the living space, perfect for media, fitness, and leisure. With an expansive patio for entertaining and room for a pool, this rare offering delivers the ultimate lifestyle - minutes to town, train, beaches, and top-rated schools.

5 Beds ⋅ 5 Baths ⋅ 24118985 MLS

A masterful full renovation by acclaimed Coastal Luxury Homes, this extraordinary modern residence redefines sophistication in the heart of Westport. Set on a pristine, private acre on a coveted cul-de-sac, the home dazzles with soaring ceilings, dramatic walls of glass, and exquisite luxury finishes throughout. Designed for the way you live today, it offers two primary suite options, an architecturally striking double-sided floor-to-ceiling fireplace, and a show-stopping gourmet kitchen outfitted with premier appliances and custom millwork. A finished lower level extends the living space, perfect for media, fitness, and leisure. With an expansive patio for entertaining and room for a pool, this rare offering delivers the ultimate lifestyle - minutes to town, train, beaches, and top-rated schools.

16 Burr School Rd, Westport

$3,100,000

Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat, complete with his and her separate bathrooms and a private sauna. The heart of the home is the chef's kitchen featuring a Wolfe cooktop, Sub-Zero refrigerator, and generous workspace, opening to a sun drenched eating areas. With two dedicated offices, working from home is effortless. Located just minutes from schools, shopping, beaches, and transportation, this centrally located gem offers the best of Westport living-privacy, space, and style-all in one of town's most desirable neighborhoods. A rare find that checks every box!

5 Beds ⋅ 7 Baths ⋅ 24116296 MLS

Tucked away on a sought-after Westport cul-de-sac, this elegant 5-bedroom home offers the perfect blend of luxury, comfort, and convenience. Set on over an acre of beautifully landscaped property, enjoy resort-style living with a stunning gunite pool, private patio, and lush lawn-ideal for summer entertaining or peaceful relaxation. The spacious first-floor primary suite is a true retreat, complete with his and her separate bathrooms and a private sauna. The heart of the home is the chef's kitchen featuring a Wolfe cooktop, Sub-Zero refrigerator, and generous workspace, opening to a sun drenched eating areas. With two dedicated offices, working from home is effortless. Located just minutes from schools, shopping, beaches, and transportation, this centrally located gem offers the best of Westport living-privacy, space, and style-all in one of town's most desirable neighborhoods. A rare find that checks every box!

4 Jennings Ct, Westport

$3,025,000

Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together, these spaces flow onto the patio for easy indoor-outdoor living. A living room and dining room complete the inviting main level. Upstairs, the fabulous primary suite features custom closets and a spa-like bath. Two bedrooms share a chic Jack & Jill bath, while a 4th bedroom is ensuite. A laundry room is conveniently located on this level. The 3rd floor offers a bedroom, full bath, and a spacious flexible living area-perfect for guests, an office, playroom, or recreation space. The lower level is a true wellness retreat with a fully customized gym, sauna, and full bath. Perfectly set in a sought-after neighborhood, it's just a short walk to Long Lots Elementary and minutes to shopping, dining, and the Greens Farms train. With more than $100K in next-level enhancements, this residence has evolved into a truly spectacular home. Beautifully decorated, warm, and welcoming, this home is ready to enjoy from day one. Modern conveniences include city water, city sewer, natural gas, and generator readiness.

6 Beds ⋅ 6 Baths ⋅ 24161889 MLS

Better than new! This beautifully appointed 4-level home blends contemporary design with warmth, comfort, and thoughtful upgrades throughout. The heart of the home is a cook's dream kitchen with gourmet appliances, a full pantry, and a massive center island showcasing stunning finishes. Designed for both beauty and function, it opens seamlessly to the bright, welcoming family room. Together, these spaces flow onto the patio for easy indoor-outdoor living. A living room and dining room complete the inviting main level. Upstairs, the fabulous primary suite features custom closets and a spa-like bath. Two bedrooms share a chic Jack & Jill bath, while a 4th bedroom is ensuite. A laundry room is conveniently located on this level. The 3rd floor offers a bedroom, full bath, and a spacious flexible living area-perfect for guests, an office, playroom, or recreation space. The lower level is a true wellness retreat with a fully customized gym, sauna, and full bath. Perfectly set in a sought-after neighborhood, it's just a short walk to Long Lots Elementary and minutes to shopping, dining, and the Greens Farms train. With more than $100K in next-level enhancements, this residence has evolved into a truly spectacular home. Beautifully decorated, warm, and welcoming, this home is ready to enjoy from day one. Modern conveniences include city water, city sewer, natural gas, and generator readiness.

36 Bauer Pl Ext, Westport

$3,015,000

Enjoy the resort lifestyle in this beautiful home! Discover unparalleled luxury and privacy at 35 Woody Lane, a meticulously renovated 5-bedroom, 3.5-bath sanctuary on 2.18 acres. Nestled at the end of a serene cul-de-sac in the acclaimed Long Lots neighborhood, this turnkey residence blends timeless elegance with modern sophistication. Step into a chef's dream kitchen featuring a massive island, custom cabinetry, high-end stainless appliances, vaulted ceilings with skylights, and seamless flow to the living areas, ideal for effortless entertaining. The exquisite primary suite offers a spa-like bath, custom built-ins, and peaceful treetop views. Generous secondary bedrooms and baths provide comfort for family and guests. The crown jewel: a resort-style backyard oasis with a sparkling gunite pool, full tennis court, hot tub, fire pit, expansive deck, and lush, private landscaping, your own secluded escape for year-round enjoyment, al fresco dining, and play. Experience the perfect fusion of luxury living and Westport lifestyle, minutes to top schools, Compo Beach, and commuter rail.

5 Beds ⋅ 4 Baths ⋅ 24158858 MLS

Enjoy the resort lifestyle in this beautiful home! Discover unparalleled luxury and privacy at 35 Woody Lane, a meticulously renovated 5-bedroom, 3.5-bath sanctuary on 2.18 acres. Nestled at the end of a serene cul-de-sac in the acclaimed Long Lots neighborhood, this turnkey residence blends timeless elegance with modern sophistication. Step into a chef's dream kitchen featuring a massive island, custom cabinetry, high-end stainless appliances, vaulted ceilings with skylights, and seamless flow to the living areas, ideal for effortless entertaining. The exquisite primary suite offers a spa-like bath, custom built-ins, and peaceful treetop views. Generous secondary bedrooms and baths provide comfort for family and guests. The crown jewel: a resort-style backyard oasis with a sparkling gunite pool, full tennis court, hot tub, fire pit, expansive deck, and lush, private landscaping, your own secluded escape for year-round enjoyment, al fresco dining, and play. Experience the perfect fusion of luxury living and Westport lifestyle, minutes to top schools, Compo Beach, and commuter rail.

35 Woody Ln, Westport

$2,850,000

Still hoping to move before school starts? This exceptional new construction home is ready for immediate occupancy! Built by SIR Development, Westport's premier luxury builder with 30+ years of experience and 300+ homes built, this hidden gem sits at the end of a cul-de-sac in a welcoming neighborhood within walking distance to Long Lots Elementary School. The open layout spans 4 beautifully finished levels and showcases SIR Signature Home craftsmanship and designer finishes throughout. The custom eat-in kitchen with butler's pantry features sleek white cabinetry with warm oak accents, quartz countertops, handmade ceramic tile backsplash and premium Thermador appliances, opening seamlessly to the inviting family room with fireplace. The main level also offers a private study with custom oak shelving, formal dining room, mudroom and powder room. The luxurious primary suite features vaulted ceilings, a spa-inspired bath and two walk-in closets. The finished 3rd floor includes a 5th bedroom and full bath. The walk-out lower level offers custom built-ins, recreation room, gym and half bath. Outside, enjoy a level backyard, spacious granite patio with room for a pool, professionally landscaped grounds and fencing for privacy. Connected to city water and sewer with propane gas, this move-in-ready home offers the perfect blend of luxury, comfort and style.

5 Beds ⋅ 6 Baths ⋅ 24195597 MLS

Still hoping to move before school starts? This exceptional new construction home is ready for immediate occupancy! Built by SIR Development, Westport's premier luxury builder with 30+ years of experience and 300+ homes built, this hidden gem sits at the end of a cul-de-sac in a welcoming neighborhood within walking distance to Long Lots Elementary School. The open layout spans 4 beautifully finished levels and showcases SIR Signature Home craftsmanship and designer finishes throughout. The custom eat-in kitchen with butler's pantry features sleek white cabinetry with warm oak accents, quartz countertops, handmade ceramic tile backsplash and premium Thermador appliances, opening seamlessly to the inviting family room with fireplace. The main level also offers a private study with custom oak shelving, formal dining room, mudroom and powder room. The luxurious primary suite features vaulted ceilings, a spa-inspired bath and two walk-in closets. The finished 3rd floor includes a 5th bedroom and full bath. The walk-out lower level offers custom built-ins, recreation room, gym and half bath. Outside, enjoy a level backyard, spacious granite patio with room for a pool, professionally landscaped grounds and fencing for privacy. Connected to city water and sewer with propane gas, this move-in-ready home offers the perfect blend of luxury, comfort and style.

27 Bauer Pl Ext, Westport

$2,650,000

One of Westport's premiere CUL-DE-SACS, WALKING DISTANCE TO ALL 3 SCHOOLS (Long Lots, Bedford, Staples), and 2.3 MILES TO GREENS FARMS TRAIN STATION, this beautifully renovated (2016/2017) 5-bedroom, 4.5-bath home perfectly blends modern luxury with timeless charm. Set on a full acre of manicured grounds, this property offers a serene retreat just minutes from every essential. The open floor plan is designed for effortless entertaining, centered around a gourmet eat-in kitchen with high-end appliances. The main level hosts three bedrooms and 2.5 baths, while the upper level serves as a private sanctuary-a lavish primary suite featuring two expansive walk-in closets, a spa-inspired bath, and a cozy lounge. The light-filled, walk-out lower level is exceptionally versatile, offering a 5th bedroom/gym, full bath, rec room, mudroom, and a dedicated home office with three separate entrances-ideal for remote work. Outside, your personal oasis awaits: a sprawling deck overlooks an inviting in-ground pool/spa, surrounded by lush greenery and a yard perfect for recreation. Unbeatable location complete with natural gas, public water, and easy access to vibrant shopping and dining. This isn't just a home-it's a lifestyle.

5 Beds ⋅ 5 Baths ⋅ 24164819 MLS

One of Westport's premiere CUL-DE-SACS, WALKING DISTANCE TO ALL 3 SCHOOLS (Long Lots, Bedford, Staples), and 2.3 MILES TO GREENS FARMS TRAIN STATION, this beautifully renovated (2016/2017) 5-bedroom, 4.5-bath home perfectly blends modern luxury with timeless charm. Set on a full acre of manicured grounds, this property offers a serene retreat just minutes from every essential. The open floor plan is designed for effortless entertaining, centered around a gourmet eat-in kitchen with high-end appliances. The main level hosts three bedrooms and 2.5 baths, while the upper level serves as a private sanctuary-a lavish primary suite featuring two expansive walk-in closets, a spa-inspired bath, and a cozy lounge. The light-filled, walk-out lower level is exceptionally versatile, offering a 5th bedroom/gym, full bath, rec room, mudroom, and a dedicated home office with three separate entrances-ideal for remote work. Outside, your personal oasis awaits: a sprawling deck overlooks an inviting in-ground pool/spa, surrounded by lush greenery and a yard perfect for recreation. Unbeatable location complete with natural gas, public water, and easy access to vibrant shopping and dining. This isn't just a home-it's a lifestyle.

1 Angora Rd, Westport

$2,630,000

Exceptional new build just completed by SIR Development, Westport's premier builder w/ 30+ yrs experience & 300+ homes. Leave the city for the burbs but keep the conveniences. Just a short walk to Starbucks, Stiles Market, Aux Delice, Little Barn & Big Y Plaza. Short ride to great schools, train & beach. This award winning layout and design has 5 BDRMs and is beautifully detailed across 4 finished levels with top SIR SIGNATURE HOME finishes - Custom Eat-in Kitchen with sleek white cabinetry, oak accents, quartz countertops & backsplash, stainless steel appliances opens to spacious Family Rm w/ fireplace and sliding glass drs lead to granite patio w/ level fenced backyard w/room for pool. 1st flr study with custom built-ins, generous formal DR, mudroom & powder rm. Spacious Master BR Suite has spa bath and 2 Walk-in Closets. Fin 3rd Flr w/5th BR and full bath. Fin walk-out LL has custom built-ins, gym, media room, bonus room & full bath. Terrific layout, style, property & neighborhood. City water, sewer & propane gas. Move-in ready with beautiful landscaping & fence to ensure privacy, perfectly sized to appreciate suburban life. Taxes TBD. Builder's 1 year warranty included.

5 Beds ⋅ 6 Baths ⋅ 24147552 MLS

Exceptional new build just completed by SIR Development, Westport's premier builder w/ 30+ yrs experience & 300+ homes. Leave the city for the burbs but keep the conveniences. Just a short walk to Starbucks, Stiles Market, Aux Delice, Little Barn & Big Y Plaza. Short ride to great schools, train & beach. This award winning layout and design has 5 BDRMs and is beautifully detailed across 4 finished levels with top SIR SIGNATURE HOME finishes - Custom Eat-in Kitchen with sleek white cabinetry, oak accents, quartz countertops & backsplash, stainless steel appliances opens to spacious Family Rm w/ fireplace and sliding glass drs lead to granite patio w/ level fenced backyard w/room for pool. 1st flr study with custom built-ins, generous formal DR, mudroom & powder rm. Spacious Master BR Suite has spa bath and 2 Walk-in Closets. Fin 3rd Flr w/5th BR and full bath. Fin walk-out LL has custom built-ins, gym, media room, bonus room & full bath. Terrific layout, style, property & neighborhood. City water, sewer & propane gas. Move-in ready with beautiful landscaping & fence to ensure privacy, perfectly sized to appreciate suburban life. Taxes TBD. Builder's 1 year warranty included.

10 Wakenor Rd, Westport

$2,550,000

Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or entertaining. The formal DR offers its own fireplace, blending classic character with warmth and style. The chef's kitchen features two iconic AGA stoves, a walk-in pantry, skylights and a large center island. A charming covered porch offers peaceful morning coffee or evening outdoor dining. Upstairs, the primary suite, is a private sanctuary with vaulted ceilings, sunny sitting room, HW floors, walk-in closet, and spa-like bath incl cast iron soaking tub, oversized shower and elegant finishes. Add'l bedrooms 1 en suite the other w hall bath on the 2nd floor and 2 more Bedrooms on the 3rd floor w Hall Bath are bright and spacious, each w/ HW floors and serene views of the pool and gardens. The LL offers gym area, work space, storage and access to 2 car garage. The fully fenced backyard is a private paradise. Stone walls, mature English gardens and spectacular In-ground pool with auto cover add to the magic of this private oasis. Whole House Generator. Minutes to schools, shopping and town offering the rare combination of luxury, charm, privacy and convenience.

5 Beds ⋅ 5 Baths ⋅ 24165047 MLS

Welcome to a one-of-a-kind home in the heart of Westport - where timeless Colonial charm meets the elegance of a Parisian Estate. Set on an acre+ this home offers sophistication, space, and serenity throughout. The light-filled LR stuns with vaulted ceilings, HW floors, a wood-burning fireplace, and French doors opening directly to the deck and pool - the perfect setting for everyday living or entertaining. The formal DR offers its own fireplace, blending classic character with warmth and style. The chef's kitchen features two iconic AGA stoves, a walk-in pantry, skylights and a large center island. A charming covered porch offers peaceful morning coffee or evening outdoor dining. Upstairs, the primary suite, is a private sanctuary with vaulted ceilings, sunny sitting room, HW floors, walk-in closet, and spa-like bath incl cast iron soaking tub, oversized shower and elegant finishes. Add'l bedrooms 1 en suite the other w hall bath on the 2nd floor and 2 more Bedrooms on the 3rd floor w Hall Bath are bright and spacious, each w/ HW floors and serene views of the pool and gardens. The LL offers gym area, work space, storage and access to 2 car garage. The fully fenced backyard is a private paradise. Stone walls, mature English gardens and spectacular In-ground pool with auto cover add to the magic of this private oasis. Whole House Generator. Minutes to schools, shopping and town offering the rare combination of luxury, charm, privacy and convenience.

114 Cross Hwy, Westport

$2,450,000

OFFERS DUE AT NOON ON MONDAY APRIL 13TH! In the heart of Westport, where charm meets modern living, the expanded cape at 32 Berndale Drive delivers the perfect blend of space, style, and location. Nestled on a quiet, sought-after street just moments from Bedford Middle School and Staples High School, this 5-bedroom, 4-bath residence offers exceptional versatility for today's lifestyle. A welcoming foyer leads into inviting living spaces-including a sun-filled living room with a fireplace, a spacious dining room perfect for gatherings, and a cozy den anchored by a second fireplace. The updated kitchen impresses with top-of-the-line stainless steel appliances, granite countertops, plus ample workspace and storage. Upstairs, the primary suite is a serene retreat featuring a spa-inspired bath with radiant heated floors and a luxurious steam shower. Additional bedrooms, including three on the main floor, provide plenty of room for family, guests, or dedicated office space. The lower level expands your options with a recreation area, workout room, bedroom, laundry, and a full bath-ideal for guests or extended family. Additional highlights include a 2-car attached garage, whole-house generator, and mudroom entry with thoughtful built-in cabinets for easy daily living. An adjacent sunroom makes a perfect home office or studio, overlooking the private backyard. This exceptional home combines comfort, style, and one of the best locations in town.

5 Beds ⋅ 4 Baths ⋅ 24157886 MLS

OFFERS DUE AT NOON ON MONDAY APRIL 13TH! In the heart of Westport, where charm meets modern living, the expanded cape at 32 Berndale Drive delivers the perfect blend of space, style, and location. Nestled on a quiet, sought-after street just moments from Bedford Middle School and Staples High School, this 5-bedroom, 4-bath residence offers exceptional versatility for today's lifestyle. A welcoming foyer leads into inviting living spaces-including a sun-filled living room with a fireplace, a spacious dining room perfect for gatherings, and a cozy den anchored by a second fireplace. The updated kitchen impresses with top-of-the-line stainless steel appliances, granite countertops, plus ample workspace and storage. Upstairs, the primary suite is a serene retreat featuring a spa-inspired bath with radiant heated floors and a luxurious steam shower. Additional bedrooms, including three on the main floor, provide plenty of room for family, guests, or dedicated office space. The lower level expands your options with a recreation area, workout room, bedroom, laundry, and a full bath-ideal for guests or extended family. Additional highlights include a 2-car attached garage, whole-house generator, and mudroom entry with thoughtful built-in cabinets for easy daily living. An adjacent sunroom makes a perfect home office or studio, overlooking the private backyard. This exceptional home combines comfort, style, and one of the best locations in town.

32 Berndale Dr, Westport

$2,325,000

Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.

5 Beds ⋅ 5 Baths ⋅ 24172330 MLS

Tucked away towards the end of a quiet cul-de-sac in a prime central Westport location, this beautifully updated home offers the perfect blend of privacy, convenience, and lifestyle. Set on 1.05 acres and just moments from town, close to schools, shopping, and commuting options, this five-bedroom residence is designed for both everyday living and effortless entertaining. The heart of the home is the open kitchen featuring a large sunny dining area, center island, breakfast bar and exceptional flow into the family room-ideal for gatherings and modern living. A charming living room with a warm and inviting fireplace seamlessly flows into the private formal dining room, creating elegant spaces for more intimate gatherings. This residence includes 4.5 baths and a thoughtfully designed layout throughout. The luxurious primary suite is a true retreat, complete with an adjacent office/dressing/make-up area or baby's room-exceptional custom closets-including a spacious walk-in with built-ins-and a spa-inspired bath with jetted tub. The finished lower level, with private room with large closet, open space and full bath, provides ideal flexible space for storage, playroom, or gym. Outdoors, enjoy a private oasis with an in-ground pool framed by beautiful stone walls and mature plantings. Set back from the road, the property offers both tranquility and seclusion while remaining close to all that Westport has to offer.

24 Burr School Rd, Westport

$2,200,000

Welcome to this captivating expanded cape retreat in the heart of Westport on a sought after, centrally located, walk to school street. Every aspect speaks the language of artistry and elevated attention to detail. This custom built sanctuary is an artist's haven nestled admist nature's finest tapestry. The residence boasts a thoughtfully designed living space harmoniously arranged on a picturesque one acre canvas. The husband and wife team has effortlessly married the timeless interior elegance of French-inspired craftsmanship with the serene exterior beauty reminiscent of Monet's gardens. Each room is designed with a commitment to detail, offering a beautiful blend of classic design and modern comfort. The bespoke interiors are crafted to evoke a sense of refined sophistication with artisan touches and quality finishes throughout. The piece de resistance is the magnificent primary suite. Not just offering breathtaking views from the balcony of the owner's own realization of Monet's garden, but an alice in wonderland entrance to a sitting room, bedroom with soaring ceilings, gas fireplace and double walk in boutique style closets. Two artistically accented bedrooms sharing a vintage hall bath rounds out the second level living accenting the Parisian inspired, effortlessly chic and timeless primary ensuite. The fourth bedroom resides on the first level boasting two beds hidden in custom cabinetry that currently serves as an office. Wander your way into this wonderland!

4 Beds ⋅ 3 Baths ⋅ 24129625 MLS

Welcome to this captivating expanded cape retreat in the heart of Westport on a sought after, centrally located, walk to school street. Every aspect speaks the language of artistry and elevated attention to detail. This custom built sanctuary is an artist's haven nestled admist nature's finest tapestry. The residence boasts a thoughtfully designed living space harmoniously arranged on a picturesque one acre canvas. The husband and wife team has effortlessly married the timeless interior elegance of French-inspired craftsmanship with the serene exterior beauty reminiscent of Monet's gardens. Each room is designed with a commitment to detail, offering a beautiful blend of classic design and modern comfort. The bespoke interiors are crafted to evoke a sense of refined sophistication with artisan touches and quality finishes throughout. The piece de resistance is the magnificent primary suite. Not just offering breathtaking views from the balcony of the owner's own realization of Monet's garden, but an alice in wonderland entrance to a sitting room, bedroom with soaring ceilings, gas fireplace and double walk in boutique style closets. Two artistically accented bedrooms sharing a vintage hall bath rounds out the second level living accenting the Parisian inspired, effortlessly chic and timeless primary ensuite. The fourth bedroom resides on the first level boasting two beds hidden in custom cabinetry that currently serves as an office. Wander your way into this wonderland!

4 Burr Farms Rd, Westport

$2,150,000

SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the heart of the home with contemporary cabinetry, premium countertops, and curated finishes. Seamless indoor-outdoor flow creates an ideal environment for both intimate gatherings and group entertaining. Highlights include: * Dramatic floor-to-ceiling windows framing natural beauty * Soaring ceilings enhancing spaciousness * Thoughtfully renovated bathrooms with modern fixtures * Multiple access points to outdoor terraces and patios * Clean architectural lines celebrating mid-century heritage with contemporary sophistication * The generous, private grounds offer endless possibilities while recent updates ensure modern comfort and efficiency. City water, Natural Gas and City Sewer complete this unique residence. Enjoy tranquil living surrounded by nature's beauty with ultimate privacy, plus prime location minutes from Westport's beaches, top schools, vibrant downtown, and Metro North train service. A rare opportunity to embrace sophisticated contemporary living on substantial acreage in coveted Westport.

5 Beds ⋅ 4 Baths ⋅ 24148164 MLS

SOPHISTICATED CONTEMPORARY RETREAT - CLOVER LANE Exciting opportunity to own a beautifully reimagined Contemporary home on an expansive 1.27 acres at the end of a peaceful Westport cul-de-sac. This thoughtfully renovated 3000 square-foot residence features open concept living areas with streaming natural light and captivating views of mature lush greenery. A sleek, designer kitchen serves as the heart of the home with contemporary cabinetry, premium countertops, and curated finishes. Seamless indoor-outdoor flow creates an ideal environment for both intimate gatherings and group entertaining. Highlights include: * Dramatic floor-to-ceiling windows framing natural beauty * Soaring ceilings enhancing spaciousness * Thoughtfully renovated bathrooms with modern fixtures * Multiple access points to outdoor terraces and patios * Clean architectural lines celebrating mid-century heritage with contemporary sophistication * The generous, private grounds offer endless possibilities while recent updates ensure modern comfort and efficiency. City water, Natural Gas and City Sewer complete this unique residence. Enjoy tranquil living surrounded by nature's beauty with ultimate privacy, plus prime location minutes from Westport's beaches, top schools, vibrant downtown, and Metro North train service. A rare opportunity to embrace sophisticated contemporary living on substantial acreage in coveted Westport.

17 Clover Ln, Westport

$2,125,000

Thank you for your interest , sellers are respectfully requesting highest and best offers by 3/22 @5pm . stunning 5-bedroom, 3.5-bath home offers beautifully updated living space on a level 1-acre lot at the end of a sought-after cul-de-sac, just minutes to top-rated schools, beaches, & the many amenities of Westport. Flooded w/ natural light from vaulted ceilings & skylights, the chef's kitchen features a Wolf range & an oversized island ideal for gathering and opens seamlessly to a comfortable living area w/ a fireplace & a wet bar. French doors lead to a TimberTech deck overlooking the private, level backyard, creating effortless indoor-outdoor living. Freshly finished hardwood floors run throughout the home, complementing the bright interiors. The dining room showcases a wall of windows. The family room includes built-in bookshelves/entertainment center, a second fireplace, half-bath and offers access to a bluestone patio, another inviting space to relax or entertain. The primary suite is exceptionally spacious w/ a vaulted ceiling, dual walk-in closets, and a luxurious bath, along with an adjacent bedroom w/ Belvedere balcony, currently used as an office, which could also function as a nursery. 3 additional well-appointed bedrooms, including one ensuite, provide comfort and privacy for family or guests. The basement includes a wine cellar & full-height unfinished space, offering exceptional storage & potential for future expansion. Freshly painted on the exterior

4 Beds ⋅ 4 Baths ⋅ 24152179 MLS

Thank you for your interest , sellers are respectfully requesting highest and best offers by 3/22 @5pm . stunning 5-bedroom, 3.5-bath home offers beautifully updated living space on a level 1-acre lot at the end of a sought-after cul-de-sac, just minutes to top-rated schools, beaches, & the many amenities of Westport. Flooded w/ natural light from vaulted ceilings & skylights, the chef's kitchen features a Wolf range & an oversized island ideal for gathering and opens seamlessly to a comfortable living area w/ a fireplace & a wet bar. French doors lead to a TimberTech deck overlooking the private, level backyard, creating effortless indoor-outdoor living. Freshly finished hardwood floors run throughout the home, complementing the bright interiors. The dining room showcases a wall of windows. The family room includes built-in bookshelves/entertainment center, a second fireplace, half-bath and offers access to a bluestone patio, another inviting space to relax or entertain. The primary suite is exceptionally spacious w/ a vaulted ceiling, dual walk-in closets, and a luxurious bath, along with an adjacent bedroom w/ Belvedere balcony, currently used as an office, which could also function as a nursery. 3 additional well-appointed bedrooms, including one ensuite, provide comfort and privacy for family or guests. The basement includes a wine cellar & full-height unfinished space, offering exceptional storage & potential for future expansion. Freshly painted on the exterior

10 Reimer Rd, Westport

$2,068,000

Experience a new standard of modern elegance in this brand new luxury home in the heart of Westport. Spanning over 4,200 square feet of finished living space across four beautifully appointed levels, this residence features stunning white oak floors and premium finishes throughout. The main level features a bright open floor plan that seamlessly integrates a gourmet kitchen with large center island into a spacious dining area and family room anchored by a warm gas fireplace. A dedicated first-floor office offers a quiet, sophisticated workspace, with the convenience of a nearby mudroom and powder room. In the back, the transition to the outdoors is seamless, as the family room opens to a covered patio and a sparkling in-ground gunite pool with bluestone surround. To ensure absolute tranquility, the yard will be professionally completed with fencing, trees, and shrubs. The second level of the home has four bedrooms, including a primary suite with a generous walk-in closet and a spa-like bathroom featuring a double sink, large shower, and soaking tub. An additional en-suite bedroom includes a walk-in closet, while two more bedrooms share a well-appointed bath. A laundry room with a dedicated sink is also located on this level. The third floor offers a bright flex space, while the fully finished basement provides a fifth bedroom, full bathroom, and a spacious playroom. Enjoy the convenience of city water, sewer, and natural gas in a quiet neighborhood close to premier shopping.

5 Beds ⋅ 5 Baths ⋅ 24144977 MLS

Experience a new standard of modern elegance in this brand new luxury home in the heart of Westport. Spanning over 4,200 square feet of finished living space across four beautifully appointed levels, this residence features stunning white oak floors and premium finishes throughout. The main level features a bright open floor plan that seamlessly integrates a gourmet kitchen with large center island into a spacious dining area and family room anchored by a warm gas fireplace. A dedicated first-floor office offers a quiet, sophisticated workspace, with the convenience of a nearby mudroom and powder room. In the back, the transition to the outdoors is seamless, as the family room opens to a covered patio and a sparkling in-ground gunite pool with bluestone surround. To ensure absolute tranquility, the yard will be professionally completed with fencing, trees, and shrubs. The second level of the home has four bedrooms, including a primary suite with a generous walk-in closet and a spa-like bathroom featuring a double sink, large shower, and soaking tub. An additional en-suite bedroom includes a walk-in closet, while two more bedrooms share a well-appointed bath. A laundry room with a dedicated sink is also located on this level. The third floor offers a bright flex space, while the fully finished basement provides a fifth bedroom, full bathroom, and a spacious playroom. Enjoy the convenience of city water, sewer, and natural gas in a quiet neighborhood close to premier shopping.

2 Fairport Rd, Westport

$2,025,000

THANK YOU FOR YOUR INTEREST. SELLER IS REQUESTING HIGHEST AND BEST OFFERS SUNDAY, 3/29 BY 4PM. 21 Turkey Hill Road North is the kind of home that just works. Comfortable, well-proportioned, and thoughtfully updated over time, it offers a way of living that feels easy from the moment you walk in. There's a quiet sense of care throughout. Not just in the updates, but in how the home has been lived in over time.Natural light moves through the main spaces, where warm oak floors and an intuitive layout create a sense of flow between rooms. The scale is just right, with sizable bedrooms, updated baths, and a finished lower level that adds flexibility for work, wellness, or quiet retreat. The primary suite is set apart, offering subtle touches of luxury, including a tray ceiling above and a newly renovated bath. At the center of the home, the living spaces are designed for everyday use as much as they are for gathering, opening naturally to a bluestone patio and fully fenced yard. It's outdoor space you'll actually use, with just the right amount of room to relax, play, or entertain without feeling like a project. And just beyond the front door, daily routines fall into place with ease. Set in a location that keeps you connected to the best of Westport, from Longshore and the beaches to dining, culture, and everyday conveniences, this home pairs accessibility with a sense of calm. A home that's easy to step into, and even easier to stay.

3 Beds ⋅ 4 Baths ⋅ 24161803 MLS

THANK YOU FOR YOUR INTEREST. SELLER IS REQUESTING HIGHEST AND BEST OFFERS SUNDAY, 3/29 BY 4PM. 21 Turkey Hill Road North is the kind of home that just works. Comfortable, well-proportioned, and thoughtfully updated over time, it offers a way of living that feels easy from the moment you walk in. There's a quiet sense of care throughout. Not just in the updates, but in how the home has been lived in over time.Natural light moves through the main spaces, where warm oak floors and an intuitive layout create a sense of flow between rooms. The scale is just right, with sizable bedrooms, updated baths, and a finished lower level that adds flexibility for work, wellness, or quiet retreat. The primary suite is set apart, offering subtle touches of luxury, including a tray ceiling above and a newly renovated bath. At the center of the home, the living spaces are designed for everyday use as much as they are for gathering, opening naturally to a bluestone patio and fully fenced yard. It's outdoor space you'll actually use, with just the right amount of room to relax, play, or entertain without feeling like a project. And just beyond the front door, daily routines fall into place with ease. Set in a location that keeps you connected to the best of Westport, from Longshore and the beaches to dining, culture, and everyday conveniences, this home pairs accessibility with a sense of calm. A home that's easy to step into, and even easier to stay.

21 Turkey Hill Rd N, Westport

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